leather chukka boots

Your Fall Boot Guide

Wear any one of these three C’s and you’ll be set! 

Suit up your soles for the cold weather seasons and dress accordingly in three of the most popular boot styles. Whether you’re lacing up in Combats, slipping on Chelseas or tying on Chukkas, stick to these options and we guarantee you’ll be golden. We’ve hand-picked some of the best boots from all your favorite shops, below. From Common Projects to ASOS, shop the best of the three C’s below.

Combat Boots

For the toughest look, rock a pair of combats. They’re edgy and strictly badass, giving you that punk rock edge you’ve always wanted. Stick to clean, polished styles similar to the ones in Diesel’s Fall 2014 collection below. 

Diesel Fall 2014

Combat Boot

‘Wayde’ Combat Boot (Men)

Curtis 8-Tie Boot

Martial Black premium soft leather synthetic fur-lined boots

Chelsea Boots

For an excellent ankle boot option, stick to the Chelsea. Its slim fit comes in a wide variety of options, so there’s a pair for any type of guy. Whether you like to keep classic in brown suede or a bit more rock ‘n’ roll in metallic, shop our favorite ones here!

One Direction pop star Harry Styles in a Chelsea boot outside Burberry’s Fall 2014 show.

Royal Republiq Chelsea Boots

Trigger Chelsea Brown Suedette Chelsea Boots

ASOS Chelsea Boots in Metallic Leather

ASOS Chelsea Boots in Leather

Chukka Boots

If you’re a bit more preppy, the Chukka is the style for you. Originally worn by polo players, this boot comes in colored suede, sleek leather, rubber soles and more. To find your very own, shop our favorites below or shop more new arrival chukkas here. 

Jack Spade Fall 2014

Dune Wedge Sole Boots

Trigger Navy suedette lace up chukka boots

Born Twain Chukka Boots

Tommy Hilfiger Stoneham2 Chukka Boots

The New 3-Piece Suit

Dress down your look and layer sweaters under suits

It’s time to say goodbye to the classic three-piece suit, typically completed with a vest under a blazer, and change things up a bit. For a similar look that’s more casual and modern, layer a knit pullover underneath. To help you out, we’ve completed four head-to-toe looks with affordable suits, sweaters and accessories.

1. Wear a wool sweater and white button-up under a printed suit with a cropped pant. Don’t be afraid to mix and match pattens, like houndstooth with polka dots, and make sure to forgo socks if you’re wearing cropped pants.

ASOS Skinny Fit Suit Jacket In Dogstooth

‘Shetland’ Wool Sweater

Geometric-print regular-fit cotton shirt

Paul Smith Ties - Black Polka Dot Silk Bow Tie

Monk-strap shoes

2. Pair a slim-fitting suit with a black mohair sweater, white button-up and black dress shoes, but don’t forget the pop of color in your tie. Light blue or denim accents looks great with grey, black and white. 

Peter Werth Suit Pants With Taped Waistband In Slim Fit

ASOS Longline Sweater with Mohair

White Button Down Long Sleeve Smart Shirt

Denim Slim Tie

Steve Madden Jonah Lazer Etched Dress Shoes

3. Go navy in a wool-blend suit with a festive snowflake sweater layered over a classic button-up, and accessorize with a good pair of socks and matching navy chukkas. 

Wool-blend Suit Pants

Lambswool reverse snowflake sweater

X Fit Ultra Slim Fit Solid French Cuff Dress Shirt

Great Jones XL Chukka

Paul Smith Socks - Black Varied Stripe Wool-Blend Socks

4. Make a statement with your sweater choice and dress in a classic black suit and printed sweater.

Black Ultra Skinny Suit Jacket

Black Ultra Skinny Suit Trousers

Zigzag Stripe Crewneck Sweater

Black Button Down Long Sleeve Smart Shirt

Church Black Leather Chukka Boots

LOTD: Nick Jonas

Learn how to layer like one of the JoBros

Current solo singer, actor and youngest Jonas brother, Nick Jonas, was spotted last month at the Musicians On Call charity concert in NYC. He was wearing a black button-down under a charcoal pullover with a black and white tweed coat on top. He finished off the rest of his look in slim black jeans and black leather boots. To get his polished look, try out his layering technique and shop our similar pieces below.  

Nick Jonas at the Musicians On Call concert honoring Kelly Clarkson and Charlie Walk in NYC on November 18, 2014.

Selected Herringbone Overcoat

Fisherman’s Pullover

Slim Fit Textured Cotton Dress Shirt

Mick Moto

Pulse Leather Chukka Boots

What’s the strangest fan encounter you’ve had so far?

“The funniest one was in London. Someone ran up and tapped me on the shoulder and asked me if I was James Bay. I said, “Yes.” And she said, “I recognized you by your shoes.” It was these shoes [pointing to his dark brown leather chukka boots]. That was just bizarre — just innocently bizarre.”